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Phosgene → 3-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea

HRID 1810318
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HRID 1810318 반응식
[Br:1][C:2]1[CH:11]=[CH:10][C:9]([C:12]([F:15])([F:14])[F:13])=[CH:8][C:3]=1[CH2:4][NH:5][CH2:6][CH3:7].C(N(C(C)C)CC)(C)C.[C:25](Cl)(Cl)=[O:26].C(N(CC)CC)C.[CH2:36]([NH2:43])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1>C(Cl)Cl>[CH2:36]([NH:43][C:25](=[O:26])[N:5]([CH2:4][C:3]1[CH:8]=[C:9]([C:12]([F:13])([F:14])[F:15])[CH:10]=[CH:11][C:2]=1[Br:1])[CH2:6][CH3:7])[C:37]1[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=1
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참가 물질

7

반응물 5

HCID 6371PhosgeneHCID 7504BenzylamineHCID 8471TriethylamineHCID 81531DiisopropylethylamineHCID 66603999(2-Bromo-5-trifluoromethyl-benzyl)-ethyl-amine

생성물 1

HCID 574588013-Benzyl-1-(2-bromo-5-trifluoromethyl-benzyl)-1-ethyl-urea

시약·촉매·용매 1

HCID 6344
Dichloromethane
용매

실험 절차

To a solution of (2-bromo-5-trifluoromethyl-benzyl)-ethyl-amine (1.5 g, 5.3 mmol) in CH2Cl2 (20 mL) at 0° C. was added diisopropylethylamine (1.7 mL, 13.3 mmol). Phosgene (1.9M in toluene; 4.2 mL, 8.0 mmol) was then added dropwise, and the reaction was stirred for 2 hours. Triethylamine (1.48 mL, 10.6 mmol) was added, followed by benzylamine (0.87 mL, 8.0 mmol), and the reaction was stirred at room temperature for 2.5 hours. After work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography to give the title compound.

후처리

  1. stirringthe reaction was stirred at room temperature for 2.5 hours
  2. customAfter work-up with CH2Cl2 and H2O, the crude material was purified by silica gel chromatography

출처 및 근거

ORD 기록
ord-6b9c78a785b34415ab46d49b8bee20c9
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08362044B2

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